反应详情

5-Bromothiophene-3-carboxylic acid (0.5 g, 2.4 mmol) was dissolved in acetonitrile (10 mL) and triethylamine (7.1 mmol). Decahydroquinoline (3:2 mixture of cis- and trans-isomers; 4.8 mmol) and HATU (2.4 mmol) were added and the reaction stirred at room temperature overnight. The solvent was evaporated and the residue dissolved in DCM and washed with water. After drying with anhydrous magnesium sulphate, the solution was filtered and evaporated and the residue purified by flash chromatography on silica, eluting with 0-40% ethyl acetate in cyclohexane. The fractions containing the desired product were combined and evaporated to give the title compound as a white crystalline solid (0.39 g). LCMS m/z 330.11 [M+H]+ RT=4.07 min (Analytical Method 4).

1. customThe solvent was evaporated
2. dissolutionthe residue dissolved in DCM
3. washwashed with water
4. dry with materialAfter drying with anhydrous magnesium sulphate
5. filtrationthe solution was filtered
6. customevaporated
7. customthe residue purified by flash chromatography on silica
8. washeluting with 0-40% ethyl acetate in cyclohexane
9. additionThe fractions containing the desired product
10. customevaporated